CHEBI:65565 - callophycol A

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ChEBI Name callophycol A
ChEBI ID CHEBI:65565
Definition A dibromophenol that is 2,4-dibromophenol substituted at position 6 by a decahydronaphthalen-1-ylmethyl group which in turn is substituted by a bromo, 3-bromo-4-chloro-4-methylpentyl group, two methyl groups and a methylidene group at positions 6, 5, 5, 8a and 2 respectively. A diterpenoid isolated from the Fijian red alga Callophycus serratus, it exhibits antibacterial, antimalarial and anticancer activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H35Br4ClO
Net Charge 0
Average Mass 718.62400
Monoisotopic Mass 713.91099
InChI InChI=1S/C26H35Br4ClO/c1-15-6-7-20-25(4,18(15)13-16-12-17(27)14-19(28)23(16)32)10-9-22(30)26(20,5)11-8-21(29)24(2,3)31/h12,14,18,20-22,32H,1,6-11,13H2,2-5H3/t18-,20+,21?,22-,25+,26-/m1/s1
InChIKey RWUQIKIJRXVZFL-ZSCBFHBVSA-N
SMILES [H][C@]12CCC(=C)[C@@H](Cc3cc(Br)cc(Br)c3O)[C@]1(C)CC[C@@H](Br)[C@]2(C)CCC(Br)C(C)(C)Cl
Metabolite of Species Details
Callophycus serratus (NCBI:txid632897) See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing callophycol A (CHEBI:65565) has role antibacterial agent (CHEBI:33282)
callophycol A (CHEBI:65565) has role antimalarial (CHEBI:38068)
callophycol A (CHEBI:65565) has role antineoplastic agent (CHEBI:35610)
callophycol A (CHEBI:65565) has role metabolite (CHEBI:25212)
callophycol A (CHEBI:65565) is a carbobicyclic compound (CHEBI:36785)
callophycol A (CHEBI:65565) is a dibromophenol (CHEBI:33625)
callophycol A (CHEBI:65565) is a organochlorine compound (CHEBI:36683)
IUPAC Name
2,4-dibromo-6-{[(1R,4aS,5R,6R,8aS)-6-bromo-5-(3-bromo-4-chloro-4-methylpentyl)-5,8a-dimethyl-2-methylidenedecahydronaphthalen-1-yl]methyl}phenol
Manual Xref Database
27023094 ChemSpider
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Registry Number Type Source
11167769 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17715978 PubMed citation Europe PMC
Last Modified
03 December 2012